Chemistry of Heterocyclic Compounds p. 155 - 161 (1986)
Update date:2022-08-05
Topics:
Klimenko, S. K.
Tyrina, T. I.
Sorokin, N. N.
Kharchenko, V. G.
The reaction of 1-phenyl-3-(3,4-dimethoxyphenyl)-3-(2-oxocyclohexyl)-1-propanone with hydrogen sulfide and acids gives an intramolecular rearrangement product, 2α-phenyl-2,4-ortho-(14,15-dimethoxybenzo)-cis-1-thiadecalin in addition to the unusual products of disproportionation of intermediate 2-phenyl-4-(3,4-dimethoxyphenyl)-5,6-tetramethylene-4H-thiopyran, namely, 5,6-tetramethylenethiopyrilium salts and 2α-phenyl-4α-(3,4-dimethoxyphenyl)-cis-1-thiadecalin.The configurational and conformational assignments for the sulfides, their sulfoxides, and sulfones were made by 13C NMR spectroscopy.
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